Peaceful wooded lot to build your weekend or forever home! Driveway has been roughed in and leads to the building site set back well from the road. Beautiful outcroppings, mature hardwoods, antique stone walls all set in a private rolling terrain. Survey, perc test and soil survey are available. Close to Washington and Roxbury center makes this the perfect place to call home.90 minutes to...

Stylish Private Modern with Infinity Edge Heated Pool. This Hip Modern Home Has an Open Floor-plan & Airy Feel. 3 Bedrooms, 3 Updated Baths. Inviting Eat-in Kitchen Speaks to Large Family Room with Fireplace & Vaulted Ceiling. Wonderful Formal Living Room with Modern Fireplace & Vaulted Ceiling. Generous Primary Bedroom Commands the Upper Level Features Dressing Room & Updated Bath. Main Level Bedroom & Bath + Separate Lower Level Bedroom & Bath. Screened-in Porch. Hot Tub. Separate Detached 2-Car Garage with Studio...

Set on 14 private and fully fenced acres, this truly spectacular property, once owned by Walter Matthau and his wife Carol Grace, is surrounded by the Matthau Land Trust. The newly built main house was conceived by Geoff Fairbairn, a well-known Litchfield builder, with the current owners adding more features and square footage to the compound, with an eye for detail and enchanting style. The two original cottages have been updated, keeping the historic touches, and are currently used as a guest house and an extensive gym and office area. Among the many things that make this property so special are an attached five-car garage, a pool with spa...

Taking to heart the famous quote “Simplicity is the ultimate sophistication” by Leonardo de Vinci, the current owners designed this brick saltbox to perfection. Much thought went into the high quality new and reclaimed materials used. The exterior is historically correct handmade Waterstruck brick with Lifespan Solid Select pressure treated trim from New Zealand, a 5/8” pressure treated cedar shingle roof and handmade copper lighting. The thick granite rectangular blocks that make up the rear patio came from the exterior of a 19th century prison. Other handmade details include the front entry with antique bullseye glass transom and custom...

Summer 2025: June $1ok; July $12k; August $12k. Utterly Charming In-Town Delight with New Heated Pool. 2 Bedroom, 2.5 Bath Main House + 1 Bedroom, 1 Bath Guest House with Separate Kitchen. Moments From Library, General Store & Town Tennis Courts. Inviting Eat-in Kitchen with Dining & Seating Area. Separate Formal Dining Room. Large Living Room with Fireplace. 2 En-Suite Bedrooms. Brand New Pool with Separate Pool House. Comfortably Furnished and Well...

A Meandering Private Driveway Over a Small Brook Leads to this Very Private Stucco-Clad Colonial Set on 10+ Acres. Splash Around in the Pool with Separate Cabana. 4 Bedrooms, 3.5 Baths Including Main Level Bedroom & Bath. Large Eat In Kitchen with Dining Area & Tons of Counter Space. Dramatic Great Room with Fireplace & Sweeping Staircase. Generous Primary Bedroom Suite with Full Bath, Ample Closeting & Sitting area. Oversize 3-Car Garage Attached via Breezeway. Excellent Location Near Roxbury, Woodbury & Washington...

A New Stone-Wall Lined Private Driveway Leads to this Magnificent Hilltop Parcel. Dotted with Mature Trees & Punctuated by Sweeping Western Views, this is Truly an Estate Quality Offering. This 57+ Acre Property Includes 3 Separate Parcels & Abuts Roxbury Land Trust & Includes a Small Stream & Picturesque Pond. Total Privacy. This Property is a Mere 1.5 Hour Drive to NYC & Accessed off Secondary Road in Coveted Location Near the Village of Roxbury CT; Washington CT & All Litchfield County has to...

September - June 2025: $2,000 plus utilities per month. Featured in CTC & G January 2024 Issue! Striking Modern Renovation of Artist's home in private, much sought after location in the rural Litchfield Hills. On a quiet country road, surrounded by woodlands, this 1 bedroom/1 bath apartment, is located beneath the main house and may be rented with the Main House or completely closed off on its own with own laundry room. Ideally situated for hiking and birding in the thousands of acres of Roxbury Land Trust & Steep Rock Preserves. Lake activities and near by the Shepaug River, local farmstands, local fairs, antiquing, cultural venues...

Tucked Down a Long Private Driveway Less than 1-Min to the Village is this Chic Renovated Colonial with Heated Pool. This Elegant 4+ Bedroom, 6.5 Bath Home Is Very Finely Detailed. Sophisticated Floor-plan Features 2 Main Level Bedrooms including Luxurious Primary Suite with 2 Full Baths, Large Walk-in Closets & a Fireplace. 3 Other en-Suite Bedrooms. Large Country Kitchen with Vaulted Ceiling & Fireplace. Come Nestle by the Fire in the Inviting Library. Dramatic Formal Living Room with Vaulted Ceiling & Fireplace. Separate Dining Room Wrapped in Glass. Convenient In-House 2-Car Garage. Easy Access to Roxbury Village & Town...

Family compound on 30+/- high acres with long driveway to 7-bedroom, 4 1/2 bathroom contemporary main house with easy indoor/outdoor living. Vaulted living/dining with fireplace & sliders to deck. Eat-in Kitchen. First floor primary bedroom suite with fireplace & sliders to deck. Den with fireplace & sliders. Vaulted family room with fireplace. Game room. 3-car attached garage. Separate 2-bedroom, 1-bathroom guest house, swimming pool, tennis court & pond offering total privacy and long western views. Level lawns. 3 parcels. Must...

Serenity Now! Total Privacy on 250+ Acres. Accessed Down Long Private Driveway, this 2 Bed, 2.5 Bath Modern Retreat is Set in the Midst of 250+ Acres of Light Woods. Easy Living with a Modern Edge in the 3,100 Square Foot Residence with Open Floor Plan & High Ceilings. Main Level Primary with Full Bath & Woodstove. Large Screened Porch. Separate Barn. Small Pond. 6-Separate Parcels Abutting Land...

Mint / Move-in Condition! Pristine hilltop home with views on 3 +/- acres. Gorgeous, chic, mint renovation. Open floor plan kitchen/family room with wood-burning fireplace and French doors to a private flagstone patio. Bright and airy living room and dining room. Primary bedroom with vaulted ceilings, balcony and large ensuite renovated bath. Three more bedrooms, 1 full and 1 half bath. Only a short distance to Maple Bank Farm Stand, Toplands Farm, and historic Roxbury Center. New Hot Tub. Pool possible on rear...